Thanks for your report,
1. We will look into this, it sounds similar to a previous bug that was fixed.
2. Did you have eileen's mittens/hand restraints free when trying to pick the lock? If not, you must first remove those before she can pick.
3. I thought I had fixed the vibe graphic, but will check again, thanks.
Level 1 of the prison should probably be escapable at escape level 71, I will check to see if it is.
Chastity belt is planned, I just need time to draw it. I also like the idea of electrode plates.